NAV

Chloroform

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Chloroform
DrugBank Accession Number
DB11387
Background

Chloroform is an organic small molecule, member of the family of the chloromethanes that presents a formula of CHCl3. It is a colorless, sweet-smelling, dense liquid that is produced on a large scale as a precursor to PTFE and refrigerants, but the latter application is declining. Chloroform is part of the FDA drug products withdrawn or removed from the market for reasons of safety or effectiveness.23

Type
Small Molecule
Groups
Approved, Vet approved, Withdrawn
Structure
3D
Similar Structures
Weight
Average: 119.378
Monoisotopic: 117.914383153
Chemical Formula
CHCl3
Synonyms
  • 1,1,1-trichloromethane
  • CHCl3
  • Chloroforme
  • chloroformium pro narcosi
  • Trichlormethan
  • Trichloromethane
  • trichlorométhane
External IDs
  • NSC-77361
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
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AlfentanilThe therapeutic efficacy of Chloroform can be increased when used in combination with Alfentanil.
AnileridineThe therapeutic efficacy of Chloroform can be increased when used in combination with Anileridine.
ClonidineThe therapeutic efficacy of Chloroform can be increased when used in combination with Clonidine.
DesfluraneThe therapeutic efficacy of Chloroform can be increased when used in combination with Desflurane.
DexmedetomidineThe therapeutic efficacy of Chloroform can be increased when used in combination with Dexmedetomidine.
Food Interactions
Not Available

Categories

ATC Codes
N01AB02 — Chloroform
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as trihalomethanes. These are organic compounds in which exactly three of the four hydrogen atoms of methane (CH4) are replaced by halogen atoms.
Kingdom
Organic compounds
Super Class
Organohalogen compounds
Class
Alkyl halides
Sub Class
Halomethanes
Direct Parent
Trihalomethanes
Alternative Parents
Organochlorides / Hydrocarbon derivatives / Alkyl chlorides
Substituents
Aliphatic acyclic compound / Alkyl chloride / Hydrocarbon derivative / Organochloride / Trihalomethane
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
one-carbon compound, chloromethanes (CHEBI:35255) / a small molecule (CPD-843)
Affected organisms
Not Available

Chemical Identifiers

UNII
7V31YC746X
CAS number
67-66-3
InChI Key
HEDRZPFGACZZDS-UHFFFAOYSA-N
InChI
InChI=1S/CHCl3/c2-1(3)4/h1H
IUPAC Name
trichloromethane
SMILES
ClC(Cl)Cl

References

General References
  1. FEATHERSTONE HW: Chloroform. Anesthesiology. 1947 Jul;8(4):362-71. [Article]
  2. PAYNE JP: Chloroform. Med Illus. 1955 Oct;9(10):627-30. [Article]
  3. Authors unspecified: Chloroform. Rep Carcinog. 2002;10:54-6. [Article]
  4. Davison MH: Chloroform. Br J Anaesth. 1965 Sep;37(9):655-60. [Article]
  5. Authors unspecified: Chloroform. Rep Carcinog. 2004;11:III54-6. [Article]
  6. Authors unspecified: Chloroform. IARC Monogr Eval Carcinog Risks Hum. 1999;73:131-82. [Article]
  7. Authors unspecified: Chloroform. Rep Carcinog. 2011;12:97-100. [Article]
  8. Authors unspecified: Chloroform. IARC Monogr Eval Carcinog Risk Chem Hum. 1979 Oct;20:401-27. [Article]
  9. Lister J: Chloroform Accidents. Br Med J. 1871 Jul 29;2(552):117-9. [Article]
  10. Prichard A: Chloroform Accidents. Br Med J. 1873 Feb 22;1(634):194-6. [Article]
  11. Firth NL, Ross DA, Thonney ML: Comparison of ether and chloroform for Soxhlet extraction of freeze-dried animal tissues. J Assoc Off Anal Chem. 1985 Nov-Dec;68(6):1228-31. [Article]
  12. Exner T, Papadopoulos G, Sahman N, Koutts J: Solvent extraction of test plasmas for improved recovery of lupus anticoagulant activity. Thromb Haemost. 1990 Aug 13;64(1):121-3. [Article]
  13. Barker JL, Gainer H: Pentobarbital: selective depression of excitatory postsynaptic potentials. Science. 1973 Nov 16;182(4113):720-2. [Article]
  14. Huo Y, Guo C, Zhang QY, Chen WS, Zheng HC, Rahman K, Qin LP: Antinociceptive activity and chemical composition of constituents from Caragana microphylla seeds. Phytomedicine. 2007 Feb;14(2-3):143-6. Epub 2006 May 16. [Article]
  15. Svetaz L, Tapia A, Lopez SN, Furlan RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA: Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi. J Agric Food Chem. 2004 Jun 2;52(11):3297-300. [Article]
  16. Schmidt CW: Chloroform: An EPA test case. Environ Health Perspect. 1999 Jul;107(7):A358-60. [Article]
  17. Vajrabhaya LO, Suwannawong SK, Kamolroongwarakul R, Pewklieng L: Cytotoxicity evaluation of gutta-percha solvents: Chloroform and GP-Solvent (limonene). Oral Surg Oral Med Oral Pathol Oral Radiol Endod. 2004 Dec;98(6):756-9. [Article]
  18. Lionte C: Lethal complications after poisoning with chloroform--case report and literature review. Hum Exp Toxicol. 2010 Jul;29(7):615-22. doi: 10.1177/0960327109357142. Epub 2010 Jan 5. [Article]
  19. Cappelletti M, Frascari D, Zannoni D, Fedi S: Microbial degradation of chloroform. Appl Microbiol Biotechnol. 2012 Dec;96(6):1395-409. doi: 10.1007/s00253-012-4494-1. Epub 2012 Oct 24. [Article]
  20. Yang M, Wang L, Xie G, Liu Y: Effects of intermediate metabolites of 37 xenobiotics on the catalytic activities of reconstituted cytochrome P-450IIB1 and P-450IA1 enzyme systems. Biomed Environ Sci. 1993 Mar;6(1):8-26. [Article]
  21. Sprankle CS, Larson JL, Goldsworthy SM, Butterworth BE: Levels of myc, fos, Ha-ras, met and hepatocyte growth factor mRNA during regenerative cell proliferation in female mouse liver and male rat kidney after a cytotoxic dose of chloroform. Cancer Lett. 1996 Mar 19;101(1):97-106. [Article]
  22. Yannai, Shmuel (2003). Dictionary of Food Compounds with : Additives, Flavors, and Ingredients. CRC Press LLC. [ISBN:1584884169]
  23. Code of Federal Regulations 216.24: Drug products withdrawn or removed from the market for reasons of safety or effectiveness. [Link]
Human Metabolome Database
HMDB0029596
KEGG Compound
C13827
ChemSpider
5977
RxNav
1362698
ChEBI
35255
ChEMBL
CHEMBL44618
ZINC
ZINC000008214524
PDBe Ligand
MCH
Wikipedia
Chloroform

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility6.95 mg/mLALOGPS
logP1.67ALOGPS
logP1.83Chemaxon
logS-1.2ALOGPS
Physiological Charge0Chemaxon
Hydrogen Acceptor Count0Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area0 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity21.37 m3·mol-1Chemaxon
Polarizability8.52 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0159-5900000000-13ef070956a851ce2784
GC-MS Spectrum - EI-BGC-MSsplash10-001r-9000000000-d2165f9bfa5b3898f4d5
GC-MS Spectrum - EI-BGC-MSsplash10-001r-9000000000-375900f120fe0ebf7c58
GC-MS Spectrum - EI-BGC-MSsplash10-001r-9000000000-4c60f1e48cbdf424460b
Mass Spectrum (Electron Ionization)MSsplash10-001r-9000000000-dd0c3059130b9d8e0a21
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-01638ea0cf280b7fd5d5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-93c2c20fb25adc5e905a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-93c2c20fb25adc5e905a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-2900000000-cf10b1d81b747a2dc3aa
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-93c2c20fb25adc5e905a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-ad3f98049fa049c1fcc5
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-80.9267882
predicted
DarkChem Lite v0.1.0
[M-H]-123.81459
predicted
DeepCCS 1.0 (2019)
[M+H]+125.7341
predicted
DeepCCS 1.0 (2019)
[M+Na]+134.15361
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:19 / Updated at November 18, 2022 07:07